A lake with a rocky shoreline and a forested island.

Search Hotels with Entertainment in Western Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Hotels with Entertainment

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Western Massachusetts hotels with entertainment

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern interior with a large window, a wooden table, and bar stools.
A modern hotel building with the name "Hotel Downtown" on the facade.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

1. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Alexandra
£101
includes taxes & fees
1 Nov - 2 Nov
Hotel Downstreet, an Ascend Collection Hotel
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

2. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Jared
£108
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
A spacious living room with large windows, a fireplace, and a variety of seating options.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Jacob
£81
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.
A casino with multiple blackjack tables, slot machines, and a large chandelier.
A modern hotel lobby with leather furniture, a bar area, and a large TV screen.
A hotel room with two beds, a desk, a chair, a lamp, and a large window with curtains.

4. MGM Springfield

MGM Springfield
Metro Center
United States
Tiffany
£145
includes taxes & fees
1 Nov - 2 Nov
MGM Springfield
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
An outdoor seating area with Adirondack chairs and a fire feature.

5. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
£128
includes taxes & fees
1 Nov - 2 Nov
Element by Marriott Lenox Berkshires
A garden with a swing set, a blue chair, and a flower bed.
A garden with a wooden pergola, potted plants, and a lawn with chairs.
A swimming pool with lounge chairs and a fence.
A house with a porch, snow-covered ground, and a Christmas tree with lights.

6. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Deborah
£84
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
A modern restaurant with high tables and bar stools, a fireplace, and a TV mounted on the wall.
A hotel lobby with a reception desk, seating area, and a large aquarium.
A room with a grey sofa, a small table, a lamp, a door, and a framed abstract artwork on the wall.
A hotel room with two beds, a microwave, a small table with a phone and a coffee maker, a sink, and a large window with curtains.

7. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
Northampton
United States
Richard
£104
includes taxes & fees
25 Oct - 26 Oct
Quality Inn & Suites Northampton - Amherst
A dining table with pastries, a coffee pot, and a vase of sunflowers.
A large, two-story white building with a symmetrical facade, columns, and a central entrance.
A bedroom with a wooden bed, bedside tables, a desk, and a chair.
A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

8. Granville House

Granville House
Housatonic
United States
Nicole
£189
includes taxes & fees
12 Oct - 13 Oct
Granville House
A laundry room with white appliances, green stools, and a colorful artwork on the wall.
A conference room with a rectangular table surrounded by chairs, large windows with curtains, and a patterned carpet.
An outdoor patio with a barbecue grill, seating area, and pergola.
A hotel room with a bed, two bedside tables with lamps, a nightstand, and a carpeted floor.

9. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
Holyoke
United States
Andrew
£128
includes taxes & fees
25 Oct - 26 Oct
Homewood Suites by Hilton Holyoke-Springfield/North
A modern reception area with two reception desks, a seating area with armchairs and a sofa, and a large plant.
A spacious dining area with a large marble table and multiple chairs, a kitchen with wooden cabinets, and a modern ceiling light fixture.
A gym with various exercise equipment, large windows, and a view of buildings outside.
A modern hotel lobby with a bar area, seating arrangements, and a staircase.

10. Marriott Springfield Downtown

Marriott Springfield Downtown
Metro Center
United States
Juan
£124
includes taxes & fees
1 Nov - 2 Nov
Marriott Springfield Downtown
View all properties

Top Western Massachusetts Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Rooms were large and clean, hot breakfast provided, staff very nice and friendly, plenty of parking. Second time staying here."
Patricia 5-night trip
Posted 2 hours ago
D. Hotel Suites & Spa
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"It was a nice property for the price."
Matthew 1-night trip
Posted 9 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA
Hotel On North

Hotel On North

10/10 Excellent
"Delightful place with charm and warmth and character. I would love to come back."
Richard 1-night trip
Posted 20 hours ago
Hotel On North
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."
Francesca 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

Explore a world of travel with Expedia